Longboat Key, FL 1-Story Homes for Sale

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  $2,125,000

  • 3 Beds
  • 3 Baths
  • 2,100 Sq Ft

  1211 Gulf of Mexico Dr Unit 701, Longboat Key, FL 34228

  Virtually Staged. Sweeping sunrise to sunset views define this beautifully reimagined 7th floor residence at the Promenade on Longboat Key. Fully renovated in 2026, this three-bedroom, three full bath home offers floor to ceiling windows, abundant natural light, and 180- degree views of both the Gulf of Mexico and Sarasota Bay. The double door entry opens to a freshly painted residence with new

  Maggie Hicks COLDWELL BANKER REALTY

  1211 Gulf of Mexico Dr Unit 701, Longboat Key, FL 34228
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  $950,000

  $100K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 940 Sq Ft

  1241 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228

  This unique plaza level Water Club residence offers you the convenience of stepping out to the exceptional Water Club amenities and lush grounds that lead to the sandy beach and azure waters of the Gulf of Mexico without the use of an elevator. This spacious 1 bedroom special residence features high 10 foot ceilings and the openness is enhanced by the floor to ceiling windows that captivate the

  Reid Murphy DEVELOPERS REALTY LBK, INC

  1241 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228
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  $769,000

  $9K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,523 Sq Ft

  4500 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228

  "One Chance! One Corner-End Condo! One Dream! Don’t Let It Slip Away!”The only coveted South Marina corner/end unit currently on the market at Windward Bay—these special residences are truly prized. End units are usually the first to sell, and for good reason: they offer approximately 250 additional square feet of living space, flooding your home with light and delivering a bright, inviting

  Debby McCaig COLDWELL BANKER REALTY

  4500 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228
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  $1,895,000

  • 4 Beds
  • 3 Baths
  • 2,899 Sq Ft

  523 Juan Anasco Dr, Longboat Key, FL 34228

  This beautifully reimagined John Cannon home, in the tranquil north end of Longboat Key, blends luxury with island living. The custom, Spanish-style design offers four bedrooms and a complete top-to-bottom renovation. New hurricane-rated windows and doors ensure safety, and two brand-new air conditioning units—still under warranty—keep you cool. A tankless water heater, just three years old,

  Reid Murphy DEVELOPERS REALTY LBK, INC

  523 Juan Anasco Dr, Longboat Key, FL 34228
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  $1,700,000

  $100K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 2,804 Sq Ft

  569 Juan Anasco Dr, Longboat Key, FL 34228

  $100,000 PRICE REDUCTION!!! Live the ultimate Florida Waterfront lifestyle in this private, calm, secure, spacious and elegant large elevated coastal home. Located on the North end of Longboat Key less than a mile to Anna Maria Island in the relaxed Sleepy Lagoon neighborhood with deeded beach access just around the corner, leading you to never crowded stretches of sand. The home is located on a

  Marta Altizer MICHAEL SAUNDERS & COMPANY

  569 Juan Anasco Dr, Longboat Key, FL 34228
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  /46

  $599,000

  $30K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,306 Sq Ft

  448 Gulf of Mexico Dr Unit A205, Longboat Key, FL 34228

  Enjoy the benefits of a well-managed waterfront community with just 39 residences and attractively low condominium association fees. Set within an intimate waterfront enclave, this Bay Harbour retreat captures the essence of refined island living. Framed by swaying palms and 720 feet of shimmering Sarasota Bay frontage, the community feels like a private tropical sanctuary, where beautiful

  Kathleen Wingate PREMIER SOTHEBY'S INTERNATIONAL REALTY

  448 Gulf of Mexico Dr Unit A205, Longboat Key, FL 34228
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  $499,000

  $116K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  5231 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228

  Have you dreamed of the perfect island getaway situated right on a gorgeous stretch of beach on Longboat Key? This is by far the lowest priced direct beachfront condo on the entire island and it is already completely updated! Whether you decide to use it yourself or use it as an investment with outstanding monthly rental income availability, this is the one. With a fabulous ground floor location,

  JoDene Moneuse MICHAEL SAUNDERS & COMPANY

  5231 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228
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  $515,000

  • 2 Beds
  • 2 Baths
  • 933 Sq Ft

  1945 Gulf of Mexico Dr Unit M2402, Longboat Key, FL 34228

  Seaplace Condominiums, half mile Gulf of Mexico beachfront property with chaise lounges & umbrellas provided on private beach portion. Assigned parking space is 590. I have "hurricane-impact doors & windows".

  Stephen Hachey FLAT FEE MLS REALTY

  1945 Gulf of Mexico Dr Unit M2402, Longboat Key, FL 34228
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  $675,000

  • 2 Beds
  • 2 Baths
  • 1,362 Sq Ft

  3330 Gulf of Mexico Dr Unit 107D, Longboat Key, FL 34228

  Island Elegance on the Bay: A Turnkey Waterfront Sanctuary! Escape to the serene shores of Longboat Key and experience the pinnacle of coastal luxury at 3330 Gulf of Mexico Drive. This meticulously reimagined, two-bedroom, two-bathroom residence offers a rare "walk-out" lifestyle, where lush green lawns meet the shimmering waters of the Sarasota Bay. The Interior: Modern Luxury Meets Tropical

  Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

  3330 Gulf of Mexico Dr Unit 107D, Longboat Key, FL 34228
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  $599,000

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft

  4720 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228

  Welcome to coastal luxury living in Windward Bay, one of Longboat Key's most sought-after waterfront communities. Perfectly positioned between the sparkling waters of Sarasota Bay and the pristine Gulf beaches, this completely renovated 2-bedroom, 2-bath villa offers an exceptional blend of modern elegance, resort-style amenities, and the coveted island lifestyle buyers dream about. Fully

  Sharon Austin PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4720 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228
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  /25

  $150,000

  $9K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 684 Sq Ft

  3710 Gulf of Mexico Dr Unit D19, Longboat Key, FL 34228

  FANTASTIC OPPORTUNITY to own a home in a beach-to-bay community. Gulfshore of Longboat Key has it all -- private, pristine sand beach, on the Gulf of Mexico, a marina (needs to be repaired) on Sarasota Bay, large community pool, clubhouse with a commercial kitchen, a well-maintained campus and very reasonable HOA fees. Truly, Gulfshore is a remnant of Old Florida that is just six miles from the

  Bill Shuttleworth EDGEWATER REAL ESTATE, INC

  3710 Gulf of Mexico Dr Unit D19, Longboat Key, FL 34228
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  $2,345,000

  $50K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,314 Sq Ft

  340 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228

  Your Longboat Key oasis awaits! This totally renovated 3bdrm 2.5 bath condo offers a open concept living space with high ceilings and walls of glass allowing sweeping views os Sarasota Bay. Light and bright material selections mix modern luxury with a coastal theme.The gourmet kitchen features white soft close custom cabinetry, sleek glass doors, quartz countertops, mother of pearl

  Reid Murphy DEVELOPERS REALTY LBK, INC

  340 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
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  $800,000

  Open Sun 1PM - 4PM $185K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,282 Sq Ft

  2326 Harbour Oaks Dr, Longboat Key, FL 34228

  PRICE IMPROVEMENT – REDUCED $99,000! Discover refined coastal living in this impeccably maintained, fully furnished end-unit villa on Longboat Key, now offered at an exceptional new value following a $99,000 price reduction. Offering nearly 2,400 square feet of thoughtfully designed living space, this residence combines the privacy and feel of a single-family home with the ease of

  Rachel Tritschler RE/MAX ALLIANCE GROUP

  2326 Harbour Oaks Dr, Longboat Key, FL 34228
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  $2,350,000

  $145K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,972 Sq Ft

  617 Rountree Dr, Longboat Key, FL 34228

  Premier waterfront opportunity in Longboat Key Estates, offering direct canal frontage in one of the island’s most desirable residential enclaves.Positioned along a quiet interior street, this property offers the opportunity to own or build a custom coastal residence in an area undergoing continued redevelopment and investment potential. Surrounding properties reflect the neighborhood's

  Judi Taulbee FINE PROPERTIES

  617 Rountree Dr, Longboat Key, FL 34228
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  /57

  $1,749,500

  $300K PRICE DROP

  • 2 Beds
  • 3 Baths
  • 2,823 Sq Ft

  5920 Gulf of Mexico Dr, Longboat Key, FL 34228

  DEEDED BEACH ACCESS AND DEEP WATER CANAL at this beautifully renovated mid-key beach house on the barrier island of Longboat Key. You can enjoy a 3-minute walk to the beach using your private beach access or step outside and enjoy the canal on your trex dock. The uncrowded beach with natural surroundings, fine sand beaches, warm breezes, and clear turquoise waters is truly a special place.

  John Donato JOHN DONATO REAL ESTATE INC

  5920 Gulf of Mexico Dr, Longboat Key, FL 34228
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  $724,900

  $104K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,104 Sq Ft

  4725 Gulf of Mexico Dr Unit 314, Longboat Key, FL 34228

  Welcome to Sand Cay Beach Resort—one of Longboat Key’s premier vacation destinations. VACATION WHEN YOU WANT - GENERATE INCOME WHEN YOU DON'T - TURNKEY GULF-SIDE INVESTMENT WITH REAL RETURNS. Rarely available third-floor condo truly impresses with soaring vaulted ceilings exclusive to top-floor residences, a beautifully updated kitchen, and tasteful coastal-inspired finishes throughout. A

  Michael Albano, PA COLDWELL BANKER REALTY

  4725 Gulf of Mexico Dr Unit 314, Longboat Key, FL 34228

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